I was also a messenger in NYC, from the tail end of high school into college. It was the late nineties and the best days of the messenger era were in the rear view mirror. But still relatively good money for a dumb kid liked riding in traffic in Manhattan and downtown Brooklyn.
The messenger service I worked for did a lot of trade in the entertainment field. Delivered a lot of scripts, sometimes to famous people. Sigourney Weaver gave me a hundred buck tip once.
One time I delivered a huge envelope of cash from or for Ron Delsener to the China Club. Or maybe the kit-kat, I forget. But I remember I had to wait for the manager to count the money before I could leave. And it was a lot, like a lot lot, like holy cow! a lot.
I was also dropping off a lot of weed for this Wall Street guy that would ask for me by name. He insisted on my being his exclusive guy. Think he sold the stuff to traders he worked with or something because he was moving enormous quantities of it. I heard later on that 9/11 wiped out his little enterprise.